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HRID 229796作成日:2026年10月25日

Triphenylphosphine → Racemic (2R,5S,6S)-5-Amino-6-hydroxy-2-methyl-azepane-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/229796

反応式

関与物質

役割名称HCID仕込み量
反応物TriphenylphosphineHCID 11776—
反応物Racemic (2R,5S,6S)-5-Azido-6-hydroxy-2-methyl-azepane-1-carboxylic acid benzyl esterHCID 21036431—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
溶媒TetrahydrofuranHCID 8028—
生成物Racemic (2R,5S,6S)-5-Amino-6-hydroxy-2-methyl-azepane-1-carboxylic acid benzyl esterHCID 21036430—

反応条件

温度45 °C

反応手順

Triphenylphosphine (1.94 g, 7.4 mmol) was added to a solution of racemic (2R,5S,6S)-5-azido-6-hydroxy-2-methyl-azepane-1-carboxylic acid benzyl ester (1.5 g, 4.93 mmol) in THF (185 ml) and H2O (0.7 ml), then was heated to 45 degrees C. overnight. The reaction mixture was then diluted with toluene (100 ml×2) and was azeotroped in vacuo by rotary evaporation twice. The resxulting oil was dissolved in MeOH and HCl in Et2O and the resulting salt was collected following filtration and was used in the next reaction without further purification (1.4 g, 90%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07563784B2
出典データセットuspto-grants-2009_07
ORD IDord-659e292adbee42fc808784a739c17ac0
出典メモuspto-grants-2009_07